Synthesis and antioxidant properties of novel N-H and N-substituted propanamide derivatives

Arch Pharm (Weinheim). 2007 Mar;340(3):140-6. doi: 10.1002/ardp.200600176.

Abstract

The interest in the application of antioxidants for medical treatment has been growing recently. A lot of evidence has proven the link between the development of human diseases and oxidative stress. Indole derivatives were found to be very effective in protecting against oxidative stress. Recent exciting findings have demonstrated that several indole derivatives (IDs) are strong inhibitors of superoxide anion (SOD) and lipid peroxidation (LP). In this study, a series of novel N-H and N-substituted indole-3-propanamide derivatives (I3PADs) have been prepared and their efficiencies were investigated towards SOD and LP. Among the synthesized I3PADs, compounds 5 and 7-12 significantly inhibited O2*- in the range of 94-100%. In addition, N-H I3PADs showed a stronger inhibitory effect (compounds 1-5, 56-83%) on lipid peroxidation levels than SOD.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology
  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • In Vitro Techniques
  • Indoles / chemical synthesis*
  • Indoles / pharmacology
  • Lipid Peroxidation / drug effects
  • Male
  • Microsomes, Liver / drug effects
  • Microsomes, Liver / metabolism
  • Molecular Structure
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship
  • Superoxide Dismutase / antagonists & inhibitors
  • Superoxide Dismutase / metabolism

Substances

  • Amides
  • Antioxidants
  • Enzyme Inhibitors
  • Indoles
  • Superoxide Dismutase